Tilghman Island, MD, United States Accommodations

Accommodations in Tilghman Island

Bedroom
Bedroom
  • Wifi
  • Breakfast
  • Parking
  • Swimming Pool
The SpaceAt Secret Stay, we are focused on providing exclusive and seclusive Bed and Breakfast services in the DMV and ATL areas with the highest levels of privacy and customer satisfaction. We cater to mature, U.S. Executives and Celebrities who wish to live securely among the Locals on a quick weekend get-away. Our properties are owned and operated by individuals from various law enforcement communities who have undergone full background investigations. All of our properties are located in safe middle-class environments. We provide private transportation to and from the nearest airport and arrange private local tours around our cities – we will do everything we can to meet your expectations. With a variety of offerings and locations to choose from, we’re sure you will enjoy your "undercover" stay with us. Look around our website and if you have any comments or questions, please feel free to contact us. (URL HIDDEN)
Home/Apartment
2br Home/Apartment
  • Wifi
  • Pets Allowed
  • Parking
The SpaceOur cottage has 2 bedrooms The Cottage has a kayak launch and a Hot Tub for your relaxation. Captain's Watch has a full kitchen, washer/dryer, central AC, Cable TV, & DVD/VCR. Come to our shores and relax on the porch and watch the watermen toil at their labors of catching Chesapeake Bay Seafood and savor the flavor of the Land of Pleasant living. The Master Bedroom has a queen size bed, the guest bedroom has a trundle bed that can be made as 2 twins or a King, and the Living Room has a queen size sleep sofa. The cottage is available year round and pet and kid friendly. Guest AccessThe Cottage has a kayak launch and a Hot Tub(late spring, summer, early fall) for your relaxation. We have a Gas BBQ Grill for grilling your catch after a hard day of fishing. HOT TUB IS NOW OPEN FOR THE SEASON! Interaction with Guests The Owners are on site and live next to the cottage. The NeighborhoodOur neighborhood is quiet and quaint. We live in a small fisherman's village. You should definitely spend some time enjoying the outdoors during your stay. Getting AroundA car is a must have for the area. Other Things to NoteOur cottage is non smoking. We are pet friendly for a $50 pet fee
Home/Apartment
Excellent
4 reviews
2br Home/Apartment
  • Pets Allowed
  • Parking
This property was deactivated by the owner. We have found several other available options for your stay.
cottage
3br cottage
    Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina on Knapps Narrows. The property is within short walking distance of waterfront restaurants, the Tilghman drawbridge, marinas, boating-related activities and rentals, and expansive water views. Located on approximately half an acre, it has a spacious backyard and a separate one-car garage for parking and storage. The living room and sunroom offer glimpses of the water and boating activity in the marina. Recreational boaters and fishermen will appreciate The Roost's close walking proximity to marinas with transient and seasonal slips, as well as a driveway that can accommodate a boat trailer. The property is licensed for rentals by Talbot County. - Guests will be asked to sign a standard rental agreement and/or pet addendum (if applicable). - Minimum one week stay in-season. - During off-season, a 2 night minimum is permitted for $225/night. - Discounts available for repeat guests or guests staying longer than two weeks. - Rates vary within seasons. Contact owner for exact quote. - A $250 refundable security/reserva deposit required to make reservation. - If reservation is paid by credit card, add 2.5% processing fee. E-checks are free. - Cleaning fee is included in rental price. Tilghman's is a quiet and peaceful town surrounded by water. It is one of the last working watermen's villages on the Chesapeake Bay, and the perfect destination for boating, kayaking, fishing, long walks, and exploring nearby towns and villages. Historic St. Michael's, with its great dining and unique shops, is just a 10-15 minute drive away.
    house
    4br house
    This property was deactivated by the owner. We have found several other available options for your stay.
    Home/Apartment
    3br Home/Apartment
    • Wifi
    • Pets Allowed
    • Parking
    The SpaceEnjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' The cottage includes high-speed wireless Internet access; a TV with DVD; central heat; air conditioning; telephone; dishwasher; washer and dryer; and a fully equipped kitchen. Guests will enjoy spending their days on the water kayaking, boating, fishing, or crabbing. Some have used the cottage as a home base for exploring the Eastern Shore and Mid-Atlantic region—visiting nearby towns and villages or taking day trips to Washington, DC or Ocean City. Those looking to unplug and unwind closer to home can explore the Island by foot or by bike, cook fresh seafood in the well-stocked kitchen, or read a book under the maple tree in the back yard. The living room and sun room offer glimpses of the water and boating activity in the marina. The property is licensed for rentals by Talbot County. Guest AccessLocated on approximately half an acre, The Roost has a spacious backyard and a separate one-car garage for parking and storage. Recreational boaters will appreciate The Roost's close walking proximity to marinas with transient and seasonal slips, as well as a driveway that can accommodate a small boat trailer. Interaction with GuestsWe do not live on the Island but are always just a phone call or text message away. We are also lucky to have a wonderful property manager, Kathy, who guests can also contact. Prior to your visit, we will provide you with general information on the cottage and surrounding area, as well as a list of activities and local businesses to help you plan your trip. The NeighborhoodThe cottage, which is located on a quiet residential street across from a marina on Knapps Narrows, is within short walking distance of waterfront restaurants, the Tilghman drawbridge, marinas, boating-related activities and rentals, and expansive water views. Tilghman's is a unique and quiet town surrounded by water. It is one of the last working watermen's villages on the Chesapeake Bay, and the perfect destination for boating, kayaking, fishing, long walks, and exploring nearby towns and villages. Historic St. Michael's, with its great dining and unique shops, is just a 15 minute drive. Getting AroundA car is a necessity. Many guests brink their bikes, and of course their kayaks! Some guests have even rented slips at the marina across the street and arrived by boat. Other Things to Note-Guests are required to sign a standard rental agreement once the reservation is confirmed. -A 4.5% Talbot County occupancy tax, as well as any pet fees, will be added to your rental amount through the AirBnb "Special Offer" mechanism. -Rates may vary. Contact owner for exact quote. -Professional cleaning fee included in price. -Three night minimum stay in the off-season. Two nights may be allowed at an increased rate. Ask owner for details. - Dogs allowed on a case-by-case basis. Contact owner to discuss.
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Pets Allowed
    • Parking
    The SpaceTwo small bedrooms, each featuring a full size bed. One bathroom with a tub, shower and hair dryer. Both bedrooms and the living room have tvs with DVD players and basic cable. A small selection of DVDs are available to watch. A Wii is available to use with 2 remotes and 7 different games. 10 different board games are available. Wireless internet is provided. A cellphone extender is in place to improve reception. Open kitchen with island but no formal dining room. Central air conditioning & ceiling fans in all rooms. An ironing board and iron are available. Guest AccessThe whole house is yours to use. Please treat it as you would treat your own home. An outdoor shed can be used to store your bikes. I have a Weber gas grill with side burner for outdoor cooking. Interaction with GuestsI would be available to assist you if you required help. However I will not be staying in the home while you are enjoying your Island vacation. The NeighborhoodLiving on an Island is fabulous! So much to see, boats, restaurants, skipjacks, and on and on! The town of St. Michaels is a short 10 min drive away. Getting AroundNo public transportation. The Island is very bike and walking friendly. Other Things to NoteThe gravel driveway could hold three cars if needed. If you are traveling with a boat you are welcome to park it on the grass. Or leave it parked on the street. I have a large collection of Chesapeake Bay books, please enjoy them during your stay. The rate includes county tax as required by licensed Air Bnb operators in Talbot County Maryland.
    Home/Apartment
    4br Home/Apartment
    • Wifi
    • Parking
    • Swimming Pool
    The SpaceBig, open house that has 3 porches overlooking the water.. 4 bedrooms Guest AccessYou will access to great restaurants, biking, kayaking, fishing and real Chesapeake living... Interaction with GuestsI am not on site but available anytime. The NeighborhoodThis is real Chesapeake Bay living. We sit and watch the boats come in and out of the harbor. We crab off our own pier. Other Things to NoteKayaking, biking, and delicious seafood. Yum!!
    Home/Apartment
    2br Home/Apartment
    • Wifi
    • Pets Allowed
    • Parking
    The SpaceThis is a great spot to enjoy hours of bay watching, or slip over to Dogwood Harbor and observe one of the last skipjack fleets in the country. Pick up some fresh seafood and have savor a local meal at home with the best seat in the house! A great cottage for those who still appreciate the simple things. Guest AccessInterior Linens/Towels provided Air Conditioning Washer/Dryer Landline Wireless Internet Satellite/Cable TV Exterior Waterfront: Choptank River Private Dock: 60` with water, 2`MLW Propane Grill Firepit (firewood provided) Interaction with GuestsHome is professionally managed. Property care manager available in case of emergencies but does not reside on the property. Getting AroundCar is necessary. Public transportation and taxi services are extremely limited. Other Things to NoteCleaning fee includes bed and bath linens and beds made upon arrival. Please contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
    Home/Apartment
    4br Home/Apartment
    • Pets Allowed
    • Swimming Pool
    The SpaceFor Weekly Reservations, please contact us for a discounted rate. Loblolly Cove is all about waterfront fun and endless southwest views over the wide Chesapeake Bay and Choptank River. The gorgeous waterfront pool is sited close to the shoreline and adjoins the picture-perfect screened porch, covered patio, outdoor shower, alfresco seating, and new poolside game room. All are wonderful spots for kids and adults to relax, reconnect, and enjoy the big sky views across the water. This charming, spacious cottage has five private acres, with a vast lawn for playing, a waterside fire pit, a substantial new dock, and a game room with ping pong, foosball, and bar. Nestled in the quaint fishing village of Neavitt, Loblolly Cove is about ten minutes from St. Michaels. Our guests love watching sunsets from the dock, swimming laps in the huge pool, and napping in the waterfront hammock. Two kayaks are provided for exploring the extensive shoreline, and a swim ladder makes it easy to swim, paddle, and wade on the sandy bottom of our beautiful cove. Relax in the Adirondack chairs and watch the workboats and sailboats meander by as eagles, osprey, and wildlife entertain you. There is so much to do here, you may never want to leave. The flat terrain is perfect for walking and biking to the charming Neavitt village and town pier with boat launch, where workboats dock after fishing on the Chesapeake. Cyclists can ride to St. Michaels or Tilghman on popular scenic routes through picturesque Talbot County. Our guests have the best in real Eastern Shore living, with restaurants and shops in St. Michaels, fresh crabs from authentic local watermen, delightful boat tours and skipjack rides, the nearby Chesapeake Bay Maritime Museum, native wildlife everywhere, and abundant history and charm all around. The comfortable home is perfect for families, kids, teens, couples, and friends, with plentiful seating and sleeping space for all. The ample accommodations including a king bed in the waterfront master bedroom with full bath, a queen bedroom with extra twin adjoining the hall full bath, a den with two twins and queen sleep-sofa, and a teen room with full bath and five twin beds. Evening is a special time at Loblolly as you watch the sunset from the dock, cooled by the onshore breezes. As darkness falls, you can enjoy nostalgic campfires at the water’s edge while the constellations become crystal clear overhead and the lapping of waves on the shoreline is the only sound you hear. Loblolly Cove is a family get-away for all ages designed for relaxing and enjoying life at its best. Guest AccessInterior Linens/Towels Provided Central Air Conditioning Washer/Dryer Landline Internet Access - WiFi Satellite TV Exterior Private Swimming Pool 20’ x 40’ with furnished patio Outdoor Shower Waterfront: Choptank River New in 2015: Finished Game Room with ping pong table and foosball table 2 Kayaks with Paddles Private Dock: 120` dock with water, lighting, and electricity. Dock has a boat slip, swim ladder, bench, and kayak launch. 3` MLW. Please note the dock is very open and exposed to the weather. This home is located near the Neavitt Landing where you can easily launch your boat. Large Waterside Screened Porch Waterside Covered Patio Stone Fire Pit (Firewood may be purchased; driftwood is often available.) Expansive Water Views Charcoal Grill 4th Bedroom is listed as Sitting/Sleeping Area on the floorplan and can be closed for privacy. One TV and DVD Player in Living Room Board Games, DVD, and Book Library Waterside Hammock Basketball Hoop Lawn Games Waterside Picnic Tables & Adirondack Chairs Crab Traps Rural Setting Interaction with GuestsThis home is professionally managed. Property manager present for emergencies only. The NeighborhoodVisit Historic St Michael`s for a beautiful stroll through town, waterside dining and wine and beer tasting from the local brewery! Getting AroundCar is necessary, there is no public transportation in the area. Other Things to NoteCleaning fee includes bed and bath linens and beds made upon arrival. Please contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
    Home/Apartment
    Excellent
    41 reviews
    3br Home/Apartment
    • Parking
    Other Things to NoteThere is a queen bed in the master, a queen bed in the guest room, one single bed in the kids room, a pull out queen sofa bed. The kitchen is stocked with pots, pans, utensils, drinking glasses etc..
    bed and breakfasts
    18br bed and breakfasts
    • Breakfast
    • Gym
    • Parking
    • Pets Allowed
    • Swimming Pool
    • Wifi
    Situated on the waterfront, this inn is 0.9 mi (1.4 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) of Chesapeake Bay Maritime Museum and St. Michaels Museum. Avalon Theatre and River House Golf are also within 25 mi (40 km).
    Home/Apartment
    3br Home/Apartment
    • Pets Allowed
    • Swimming Pool
    The SpaceThose who want to venture out can mingle with the locals, watch the fresh catch come in at Harrison`s or enjoy a sunset cruise from Dockside Express nearby. Gourmet dinners at one of the local restaurants or a day trip into St. Michaels will find the foodie leaving more than satisfied. Please note hot tub is not open from December - April. Guest AccessInterior Linens/Towels Provided Air Conditioning Washer/Dryer Wireless Internet Satellite/Cable TV TV`s in living room and family room Exterior Private Swimming Pool Hot tub (seasonal) Waterfront: Chesapeake Bay Private Dock 60` with electricity, 2.5`MLW Propane Grill Fire-pit Area - (wood not provided) Wood Burning Fireplace (firewood not provided) Kayaks Included--one single and one tandem Interaction with GuestsHome is professionally managed; property care available for emergencies but does not reside on the property. Getting AroundCar necessary. Public transportation and taxi services are extremely limited. Other Things to NoteCleaning fee includes bed and bath linens and beds made upon arrival. Please contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
    Home/Apartment
    3br Home/Apartment
      Guest AccessInterior: Linens and Towels Provided Central AC Flat Screen TV Large Eat-in Kitchen Apple TV Wireless Internet (Internet is limited to web browsing and emails only) Exterior: Large Screened In Porch w/ Table for Eight Fire Pit Propane Grill 2 Adult Bikes 2 Children Bikes Interaction with GuestsProperty is professionally managed Getting AroundCar is necessary, there is limited public transportation Other Things to NoteCleaning fee includes bed and bath linens and beds made upon arrival. Please contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
      hotel
      7br hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Situated by the sea, this bed & breakfast is 2.7 mi (4.4 km) from Tilghman Watermen’s Museum and within 20 mi (32 km) of Chesapeake Bay Maritime Museum and St. Michaels Museum. Avalon Theatre and River House Golf are also within 32 mi (52 km).
      hotel
      4br hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Situated on the waterfront, this bed & breakfast is 0.8 mi (1.4 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) of Chesapeake Bay Maritime Museum and St. Michaels Museum. Avalon Theatre and River House Golf are also within 25 mi (40 km).
      hotel
      Excellent
      60 reviews
      20br hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Situated near the bay, this inn is 0.8 mi (1.3 km) from Tilghman Watermen’s Museum and within 16 mi (25 km) of Chesapeake Bay Maritime Museum and St. Michaels Museum. Avalon Theatre and River House Golf are also within 25 mi (40 km).
      Home/Apartment
      2br Home/Apartment
      • Wifi
      • Parking
      The SpaceThe house is eclectic with lots of folk art and other treasures collected from (URL HIDDEN) interested in Chesapeake Bay oyster tins and decoys will be impressed!There is lots of room inside and out and parking for several cars and a boat on a trailer.The bedrooms each have a queen and the futon in the den has a full mattress that can be used.All towels and linens are provided.Coffee,tea,cream and sugar are on hand as well as basic condiments and spices. Gas stove,new dish washer and refrigerator. There is a washer and dryer for use by guests that stay LONGER than 5 days.Living room is comfortable with a TV that has local channels, WI-FI provided, and local telephone service.Dining area has a table for 4.The house has air conditioning and heat. Guest AccessThe key will be provided by the local woman that will meet you,show you around,answer questions,etc.The key is to the back door.We do not use the front door and it remains locked at all times. Access to the front deck is from the outside of the house.You will also have access to a shed that has extra plastic chairs,2 bikes, and room for your bikes.Arrangements will be made in advance with your ETA so you can be greeted when you arrive. Interaction with GuestsMy husband and I grew up in the area and still call Tilghman home. We currently live in cape Cod ,MA and have a local woman who handles the cleaning,greeting, and anything needed while you are there. We are a phone call away 24 hrs a day with any questions,etc.We have lived there for most of our lives and can offer lots of information about Tilghman and the surrounding area. The NeighborhoodAccess to everything on the island is within walking distance or a short bike ride.There is a great country store with anything you could need,as well as several restaurants and bars.Beautiful sunsets a the end of the island.Fishing charters are available and ideal area for kayaking and biking. Getting AroundThe surrounding towns of St. Michaels ,Easton and Oxford are an easy drive away.There are numerous things to see and do and many restaurants and bars.Don't miss the Waterman's Museum on Tilghman, a sail on the Lady Patty in Tilghman docked next to Marker 5 restaurant,and the Chesapeake Maritime Museum in st. Micheals. Other Things to NoteThere is a lease that will get emailed to you for (URL HIDDEN) PETS.It gets signed at check in.There is an alarm system that will not be on while you are there.However the fire alarm IS on and if it goes off you will get an immediate phone call asking for a code if there is not really a fire.You must give the code to prove there is NO fire and that keeps the fire department from coming.The code is thee in the house.
      Home/Apartment
      2br Home/Apartment
      • Parking
      The SpaceWelcome to beautiful Tilghman Island. Our house is in one of the oldest neighborhoods with easy access to the local store for a wine tasting, nearby restaurants for dining, and on Dogwood Harbor for public boat ramp. We offer NO internet or cable and bad phone reception, so you can get off the grid and detox from electronics. We do have a tv with a selection of dvds and free tv antenna which gets the networks and other programming. Complimentary white or red wine or locally roasted Rise-Up coffee for your enjoyment. Choose when you book. Also, may acquire these items at corner store on the end of our street. Guest AccessThe house is yours. Treat it kindly and relax. Lock box entry so you may arrive anytime after the check-in time of 3 PM. Interaction with GuestsI will be available by phone or through Airbnb. I have a caretaker that lives in the neighborhood that can troubleshoot problems if they arise. The NeighborhoodTilghman Island features several harbors and marinas where boats can be rented or to put your boat in the water. We have several restaurants and two stores for supplies. Great biking, fishing, sailing tours, and bird watching. We have an environmental center, a maritime museum, a bird watching trail. We are 15 miles from St. Michaels at a fraction of the cost of accomodations. St. Michaels has a winery, brewery, distillery, boutiques, restaurants and attractions. Getting AroundMust come by car. We have parking for 2 - 3 vehicles. You can walk to all restaurants and the two stores and attractions. Other Things to NoteWe have 3 bikes available for use, two adult and one teen male bike (Sorry no helmets). There is a grill and fire pit, but you need to supply your own wood or charcoal. There is a cooler for your use. We have spices, teas and generic coffee. We have a water cooler. Enjoy indoor and outdoor games and use our picnic basket and blanket. We suggest that you shop in Easton or St. Michaels for groceries, as the market here is expensive, but has a bit of everything.
      Home/Apartment
      Excellent
      12 reviews
      3br Home/Apartment
      • Wifi
      • Pets Allowed
      • Parking
      The SpaceExcellent open floor plan for families or large groups. Tons of games (board and yard games), as well as XBox 360 and a few kid toys. Guest AccessThe key to the shed (where the bikes and cornhole are housed) is the glass jar on the windowsill in the kitchen. It's the key with the pink key ring. Interaction with GuestsPlease call/email or message me if you need anything. The NeighborhoodGreat location! Walking distance to Harrison's House (live music on most nights and great restaurant), Two if by Sea (Restaurant -voted Best Kept Secret of the Eastern Shore) and General Store. Getting AroundGreat island to bike around (we have several bikes in the shed) but requires a car to get to St. Michael's, Cambridge and other Eastern Shore towns.
      Cottage
      3br Cottage
      • Pets Allowed
      Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina on Knapps Narrows. The property is within short walking distance of waterfront restaurants, the Tilghman drawbridge, marinas, boating-related activities and rentals, and expansive water views. Located on approximately half an acre, it has a spacious backyard and a separate one-car garage for parking and storage. The living room and sunroom offer glimpses of the water and boating activity in the marina. Recreational boaters and fishermen will appreciate The Roost's close walking proximity to marinas with transient and seasonal slips, as well as a driveway that can accommodate a boat trailer. The property is licensed for rentals by Talbot County.
      Bed & Breakfast
      Bed & Breakfast
      • Wifi
      Black Walnut Point Inn is located at the end of Tilghman Island on 58 acres of a waterfront wildlife sanctuary. Our own six-acre island at the end of the point, you can watch the sunrise over the Choptank River and set over the Chesapeake Bay. Both the 1840s house and private luxury cabins are open year-round, and every accommodation has endless water views and private baths. Enjoy the pool, hot tub, bird watching, fishing or just relaxing with a good book. If you enjoy nature or need a private retreat, come to the Black Walnut Point Inn - the secret place of peace.
      Bed & Breakfast
      Bed & Breakfast
      • Wifi
      Our c. 1855 waterfront home, located in the village of unspoiled Tilghman Island Maryland, is within walking distance to fine restaurants and shops. The Lazyjack Inn has earned a reputation as one of the Chesapeake's finest getaway destinations. Our guest rooms are comfortably elegant, appointed with personal treasures and original art with our guests' comfort in mind. Spectacular water views abound from the East Room and the luxurious Nellie Byrd Suite as well as our sunny back deck and the Harbor Room where a gourmet breakfast is served including freshly baked specialties.
      Other
      6br Other
      • Pets Allowed
      • Swimming Pool
      The Space**Newly renovated** Spacious waterfront retreat - 5,500 sq.ft of open space, activities for all ages, 150` pier, boating, fishing and crabbing paradise, private indoor/outdoor pool, makes this a perfect setting for large gatherings. Large windows and open floor plan with water views from bedrooms, kitchen, living room. Enjoy the breathtaking views and tranquil sounds of Harris Creek along 250` of waterfront property. A pristine 150` pier perfect for fishing, crabbing and boating. This spacious home on the water, with an indoor pool, lounge, offers year round enjoyment. Original home was built in 1750s, expansive additions in the 1990s, and continuous renovation in the last 5 years. Tilghman Island is a friendly, quiet getaway offering all the local flavors as well as St. Michaels 12 miles away. A destination for recreation and complete relaxation. Guest AccessBed Configuration (6 Bedrooms, 5.5 Baths): 2 Kings, 2 Queens, 2 Twins and 2 additional Twins in 3rd Flr Childrens Room Pet Friendly ( Limited to 2 Dogs) Interior: Linens and bath towels included in booking Gourmet Kitchen Dishwasher Fully stocked kitchen Dishwasher Washer/ Dryer Multiple Flat Screen TV`s Gas Fireplace Wireless Internet - Limited to web browsing and email traffic ONLY - Downloading and Streaming charges apply. Exterior Indoor/ Outdoor Pool (Pool heat available for additional charges) Outdoor Shower (After winter de-winterization) Firepit Dock- 150` MLW <2 feet 250 ft of Shoreline Kayaks (2) Paddle Boards (2) Gas Grill Interaction with GuestsProperty is professionally managed. Property manager present only in case of emergencies The NeighborhoodTilghman is a quiet waterman`s village with lots of nautical ambience and charm. Getting AroundCar is necessary, there is no public transportation and very little taxi/Uber services. Other Things to NotePlease contact us for exact quote, pricing does not reflect all combinations of seasons and lengths of stay.
      hotel
      hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      A great choice for a stay in Tilghman, The Harrison House Country Inn features a marina. The outdoor pool is a great spot to take a dip, and guests can grab a bite to eat at Chesapeake House, one of 2 restaurants, which serves seafood and is open for breakfast, lunch, and dinner. A bar/lounge and free bike rentals are other highlights, and rooms offer conveniences like refrigerators and microwaves.
      hotel
      hotel
      • Breakfast
      • Gym
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      A great choice for a stay in Tilghman, The Harrison House Country Inn features a marina. The outdoor pool is a great spot to take a dip, and guests can grab a bite to eat at Chesapeake House, one of 2 restaurants, which serves seafood and is open for breakfast, lunch, and dinner. A bar/lounge and free bike rentals are other highlights, and rooms offer conveniences like refrigerators and microwaves.
      Home/Apartment
      3br Home/Apartment
      • Parking
      • Wifi
      Tilghman on the Half Shell offers the most in elegance without being the least bit pretensious. Beautifully furnished and maintained to the highest standard, one can just kick back and enjoy what the area has to offer whether it be sailing, fishing, visiting the numerous art galleries or museums or having a crab feast or a catered dinner by one of the areas well-known chefs.
      Cottage
      2br Cottage
      • Parking
      • Pets Allowed
      • Wifi
      This fantastic 1920's Waterman's cottage has the charm and waterfront location that is hard to come by these days. Restored to give you some up to date comforts, such as new kitchen, added bedroom and renovated bath, this is a great spot to enjoy hours of baywatching, or slip over to Dogwood Harbor and observe one of the last skipjack fleets in the country. Pick up some fresh seafood and have savor a local meal at home with the best seat in the house! A great cottage for those who still appreciate the simple things.
      Cottage
      2br Cottage
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Captain's Watch is a Waterfront Cottage which has a screened porch with beautiful sunrise view of Knapps Narrows. It is nestled in a Working Watermens Village, 12 miles from Historic St. Michaels, Maryland on the Eastern Shore. The whole family will be entertained by the boating, kayaking, fishing and crabbing opportunities. The Cottage has a kayak launch and a Hot Tub for your relaxation. There are 4 Restaurants on the Island serving the Local Fare of Chesapeake Bay Seafood in many different ways. The Owners are on site and live next to the cottage. We have a Gas BBQ Grill for grilling your catch after a hard day of fishing. Captain's Watch has a full kitchen, washer/dryer, central AC, Cable TV, & DVD/VCR. Come to our shores and relax on the porch and watch the waterman toil at their labors of catching Chesapeake Bay Seafood and savor the flavor of the Land of Pleasant living. The Master Bedroom has a queen size bed, the guest bedroom has a trundle bed that can be made as 2 twins or a King, and the Living Room has a queen size sleep sofa. The cottage is available year round and pet and kid friendly. Activities: Chesapeake Bay Maritime Museum in St. Michaels A Variety of Boat and Kayak Tours in season. Boat and personal watercraft rentals available Shopping in the Quaint town of St. Michaels Relaxation at a slower pace. Keywords: Cottage
      Home/Apartment
      3br Home/Apartment
      • Parking
      • Pets Allowed
      • Wifi
      This private waterfront home is a water & nature lover's paradise. Enjoy the simple pleasures of a small island where local watermen made their living for generations. This home is well equipped with a first floor master bedroom and private full bath. Two bedrooms upstairs share a full bath, one bedroom has 2 twin beds and the other has a queen bed. All bedrooms have a beautiful water views! Imagine awaking to gorgeous sunrises, beautiful water views, and spending relaxing days among the natural surroundings of the eastern shore. Enjoy seeing the waterfowl passing overhead and landing just past the duck blind, while egrets, osprey, and other birds are nesting nearby. Many activities for a unique eastern shore experience are only a few feet from your door! A short walk out onto the pier is all you need to go to try your luck at fishing, crabbing or wildlife photography. For a scenic a bike trip, ride over the historic Knapp's Narrow Bridge, along wide bike paths and through other charming towns of Wittman, Sherwood or St. Michael's. For a unique travel experience, take the ferry (by bike or car) to Historic Oxford. Any day is a good day to charter a fishing trip, visit a lighthouse, go kayaking, dine out, or shop on Tilghman Island or in the most charming towns on the Eastern Shore: St. Michaels, Easton or Cambridge. Have your next crab feast with friends and family, overlooking the water, with spectacular views of Skipjacks on Harris Creek- which is fed by one of the Chesapeake Bays most beautiful tributaries, the Choptank River. Keywords: Waterfront, Private, Historic, Pet Friendly, Picturesque, Island, Single, Family, Home,
      Cottage
      2br Cottage
      • Parking
      • Wifi
      Located on the Chesapeake Bay side of Tilghman Island, this beautiful two-story, two bedroom cottage is available for rent throughout the year. Our cottages have stunning views of the bay from the second floor bedrooms - and private balcony. There are hardwood floors throughout, a full service kitchen with dishwasher and microwave and outdoor gas grill. Enjoy the use of the 3 shared docks, crab traps, the Crab Shack (with wood burning stove, small drink fridge, CD player/radio and DVD player) and a Pergola with seating for 4. The dazzling sunsets over the Bay are extraordinary as though they were choreographed just for us. The chatty waterfoul are fascinating to watch and we get daily visits from a wide array of birds, migrating geese, ducks (and ducklings), osprey and the occasional bald eagle. This is the perfect romantic getaway. An extensive bike trail (the new Michener Byway) extends from Tilghman to St. Michaels and out to Oxford via the Belleview/Oxford Ferry. We are minutes (walking distance) from world class restaurants, kayaking, fishing, skipjack tours, historic St. Michaels, and Antique Shops. Keywords: Cottage, Chesapeake Bay, Waterfront
      Cottage
      3br Cottage
      • Pets Allowed
      A great little cottage with big amenities, Clearview is the answer to your getaway needs. Swimming pool, hot tub, fresh decorating and painting, and views that go on and on, you can stake your claim to this spot and relax your whole stay! Those who want to venture out can mingle with the locals, watch the fresh catch come in at Harrison's or enjoy a sunset cruise from Dockside Express nearby. Gourmet dinners at one of the local restaurants or a day trip into St. Michaels will find the foodie leaving more than satisfied. Please note hot tub is not open from December - April.
      Cottage
      2br Cottage
      • Parking
      • Wifi
      We've designed our cottage to be comfortable and accommodating for even the most discerning guest. We invite you to bring along your personal travel essentials and make yourself right at home. •Steps to the shoreline, restaurants and more • Fully furnished 2 bdrm - 1 bath private residence •WIFI, DVD, VCR •Quality linens and housewares provided •Ample off-street parking for your vehicle and trailer 100% Non-smoking property, spotless appliances, front load washer/dryer, microwave, coffee/espresso maker, cookware, baking, serving ware, separate dining area, two decks, privacy fenced yard and more! All rates based on double occupancy. Maximum (4) guests allowed - sorry, no pets.
      Estate
      3br Estate
      • Parking
      • Pets Allowed
      • Swimming Pool
      • Wifi
      Villa Dun Well offers the perfect blend of contemporary sophistication, natural beauty, relaxing outdoor space and amazing art inside and out. The tree lined drive leads you to the private waterside retreat. Once on the property you can explore the gardens, stroll through the pine forest, paddle in the cove or take a leisurely dip in the secluded in ground pool. The owners love of the outdoors is evident with the great care they've taken to cultivate the living shoreline which attracts grey herons, bald eagles and osprey to name a few. There are numerous outdoor seating areas which allow for family gatherings, communing with nature or just curling up with a good book. Walk down the private, deep water dock (5+MLW) and view a spectacular sunrise or bring your boat and explore Harris Creek and the rest of the Chesapeake Bay. There are also a variety of garden areas to explore, all designed around the art and sculpture located throughout the grounds. The interior offers open, bright spaces with a sophisticated, contemporary touch at each turn. The gourmet kitchen is any chef's dream! There are many dining options with a breakfast bar to view the chef in action, formal dining table that seats 8 or a more casual round table seating 6. There are comfortable couches and chairs in front of a wood burning fireplace or wicker seating, all with views of the cove, gardens and pine forest. If you are interested in escaping the outdoors, the media room at Villa Dun Well offers a vast library of movies to keep you entertained for hours. Escape to one of the three bedrooms to rest up for another day in paradise and wake refreshed for your next adventure. Visit with us for a week or a weekend and enjoy the perfect escape!!
      Home/Apartment
      6br Home/Apartment
      • Parking
      • Pets Allowed
      • Wifi
      **Newly renovated** Spacious waterfront retreat - 5,500 sq.ft of open space, activities for all ages, 150` pier, boating, fishing and crabbing paradise, private indoor/outdoor pool, makes this a perfect setting for large gatherings. Large windows and open floor plan with water views from bedrooms, kitchen, living room. Enjoy the breathtaking views and tranquil sounds of Harris Creek along 250` of waterfront property. A pristine 150` pier perfect for fishing, crabbing and boating. This spacious home on the water, with an indoor pool, lounge, offers year round enjoyment. Original home was built in 1750s, expansive additions in the 1990s, and continuous renovation in the last 5 years. Tilghman Island is a friendly, quiet getaway offering all the local flavors as well as St. Michaels 12 miles away. A destination for recreation and complete relaxation.
      Home/Apartment
      3br Home/Apartment
      • Parking
      • Pets Allowed
      • Wifi
      Arriving at Harbour Breeze in the waterman's village of Tilghman Island on Maryland's Eastern Shore, you can just feel the cares of the day slipping away. Harbour Breeze comes with many updated features including a fully equipped kitchen. Linens and bath towels are supplied. Lazy summer evenings invite one to sit back on the screened porch and enjoy the ever-changing views of Harris Creek and the Little Choptank River. Charter a boat, go fishing, take a bike ride, go for a walk and visit the boatyards and marinas or best yet, savor the great cooking of the fine restaurants on and off the island. Pool privileges are extended from Harrison's Chesapeake House just across the field from this home - a truly enjoyable way to spend hot, lazy, summer days! Keywords: comfortable, family oriented, close to fine restaurants, shops, galeries and museums
      Home/Apartment
      4br Home/Apartment
      • Parking
      • Pets Allowed
      • Wifi
      This Wharf Road vacation house was built approximately 10 years ago, with an a open plan living space great for families and entertaining. Enjoy relaxing in front of the marble fireplace on chilly nights or on the large porch (with screened portion off the living room) on summer evenings. It is a delight to cook in the well stocked modern kitchen with stainless steel appliances and granite countertops. There is also a barbecue for outdoor cooking. There is a laundry room off of the kitchen with a large washing machine and dryer, and high chair seat if you are vacationing with a young child! The house has a first floor queen master bedroom with walk in closet and en suite bathroom complete with his/hers sinks, walk in shower and large jacuzzi tub. There are 2 other bedrooms and family bathroom on the first floor each with 2 twin beds and one also with a fold-away cot. On the ground floor there is full bath with walk in shower and a forth bedroom with a double bed. Outside, enjoy relaxing on the wrap around porch or playing is the large back yard. Have fun roasting marshmallows or just hanging out around the fire out at the very back of the property. There are televisions (with cable) with DVD players and a selection of DVDs in the living room and master bedroom and stacks of board games and puzzles to keep everyone entertained. We also have internet. This is a house easily enjoyed by families - we have tried to think of everything busy parents need when vacationing with small children - and by groups of friends. Tilghman Island is a great place to relax and unwind with friends and family. It is a 2 minute stroll to the water and Tilghman-on-Chesapeake marina where you can rent a boat slip. Bring your bikes and see the entire island on 2 wheels! Enjoy walking to breakfast, lunch and dinner at Two If By Sea at the end of the road. There are also a handful of other restaurants on Tilghman Island, and of course St. Michaels with all of its sights, restaurants, shops and activities is just 15 minutes up the road.
      Home/Apartment
      3br Home/Apartment
      • Parking
      • Pets Allowed
      • Wifi
      This beautiful two-story Dutch colonial style home is located on the Eastern shore of the Chesapeake Bay. The property features an outstanding view of the Chesapeake Bay with a small sandy beach, enclosed gazebo, picnic table, with a large backyard and private dock with spectacular sunset views. A quiet and tranquil retreat makes this home a perfect getaway for the entire family with much to see and do on the island. Pool privileges at Harrison's Country Inn and sport fishing center - a short walk away - are included. Located near historic St. Michaels, Oxford and Easton there are many fine restaurants and attractions for all to enjoy! For more information on what do in and around Tilghman Island visit the Talbot County web site. Baltimore Washington Airport is approximately one and one-half hours away with a commuter service to and from Easton.
      Cottage
      2br Cottage
      • Parking
      • Wifi
      The cottage, surrounded by beautiful flower gardens and plantings is within walking distance of practically everything the island has to offer, including a local organic vegetable stand with fresh country eggs, several restaurants, notably the cafe, Two if By Sea, a must for breakfast.Also Bay Hundred Restaurant,,Harrison's Chesapeake House Restaurant and our market, the Tilghman Island Country Store. Dogwood Harbor, with a public boat ramp, is a short walk or drive and Fairbank's Bait and Tackle, near the famous Knapps Narrows bridge, is an easy walk, too. Tilghman has remained a slow paced island with lots of history and lore centered around a community of Waterman who have made their living from the Chesapeake Bay for over 100 years.The local Waterman's Museum is a great way to gain knowledge about the island and the generations of folks who live there. It is an ideal get away for down time to relax the body, mind & spirit. Opportunities for boating, fishing, crabbing, biking, kayaking, sea glass hunting and more await you. The local residents are a friendly bunch and a treasure trove of information. Historical St. Michaels is just 15 miles away with many restaurants, shopping, and the must-see Chesapeake Bay Maritime Museum. The Hard Head Cottage, named for the local fish 'hard head' or croaker and the two hard head's that own the cottage, is a comfortable place to call home for a weekend, a week or a month. It has a large living room, fully equipped kitchen, dining room, den, two bedrooms each with a queen sized bed, and a full bath with tub and shower. A large backyard offers a picnic table and grill providing lots of outdoor space to enjoy.A large driveway will accommodate several cars, boat and trailer. The cottage has air conditioning, a washer and dryer, a DVD player and TV with local channels.There are several adult bikes on site for use. You will find this cottage a unique and welcoming home away from home, and we feel certain if you come once, you will soon be back again! Keywords: COZY ,COMFORTABLE, LOCAL FOLK ART COLLECTION, CONVENIENTLY LOCATED, LARGE YARD & LOTS OF PARKING FOR VEHICLES AND BOATS
      Home/Apartment
      4br Home/Apartment
        Loblolly Cove is all about the views, water activities, and reconnecting with friends and family. We absolutely love the covered patio and screened porch overlooking wide expansive water as far as the eye can see. The decor is comfortable and perfect for families, kids, cousins, teenagers, couples, and friends, with ample seating and sleeping space for all. If you and your gang are in search of a value priced home designed for being outside and away from it all, you must give Loblolly Cove a good look. A waterfront pool positioned close to the shoreline is near the large screened porch - which is perfect for kids and adults to relax, reconnect and enjoy the big sky views. This cozy but spacious home is located on five private acres and offers a selection of outdoor games such as badminton, basketball, volleyball, horseshoes and croquet, along with foosball and ping pong tables in the garage. Nestled in the quaint fishing village of Neavitt, Loblolly Cove is about 20 minutes outside of St. Michaels, but your crew may find themselves never venturing back down the driveway until check out date. It is tough to leave behind the memories of watching the sunsets, grilling outside, and swinging on your waterfront hammock. Two kayaks are provided for exploring the extensive shoreline. The flat terrain is great for a leisurely bike ride through Neavitt, and advanced cyclists can ride one of the most popular routes through scenic Talbot County. Evening is a special time at Loblolly as you watch the sunset from the dock, cooled by the onshore breezes. As darkness falls and the constellations become crystal clear overhead, everyone can enjoy nostalgic campfire songs and marshmallow toasting around the waterfront fire pit. Loblolly Cove is a family get-away for all ages, designed to reconnect and rejuvenate from hectic activity and work schedules. Get back in touch with what is important in life and come to Loblolly Cove.
        Cottage
        3br Cottage
          Bedding: 1 King ( sleep number mattress), 2 twins, Loft w/ 2 twins best for children 6 and up. The Cottage at Middle Point is a 3 bedroom, 1 bathroom house in the quaint village of Neavitt, about 10 minutes outside of St. Michaels, MD in the Bay Hundred region of Maryland's Eastern Shore. It is a perfect get-away for anyone who needs to escape from the hustle-and-bustle of everyday life. Time really stands still out here! You won't believe how close you are to home - you can see the Milky Way! Beautifully decorated and well-appointed, the cottage is stocked with just about all you will need for your stay and includes linens. Just bring your groceries and get ready to relax! Stop into serenity by booking your vacation at Middle Point Cottage today. Interior: Linens and Towels Provided Central AC Flat Screen TV Large Eat-in Kitchen Apple TV Wireless Internet (Internet is limited to web browsing and emails only) Exterior: Large Screened In Porch w/ Table for Eight Fire Pit Propane Grill 2 Adult Bikes 2 Children Bikes
          Cottage
          3br Cottage
          • Parking
          • Pets Allowed
          • Wifi
          Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' The cottage, which is located on a quiet residential street across from a marina on Knapps Narrows, is within short walking distance of waterfront restaurants, the Tilghman drawbridge, marinas, boating-related activities and rentals, and expansive water views. Located on approximately half an acre, it has a spacious backyard and a separate one-car garage for parking and storage. The living room and sunroom offer glimpses of the water and boating activity in the marina. Recreational boaters will appreciate The Roost's close walking proximity to marinas with transient and seasonal slips, as well as a driveway that can accommodate a small boat trailer. Guests will enjoy spending their days on the water kayaking, boating, fishing, or crabbing. Some have used the cottage as a home base for exploring the Eastern Shore and Mid-Atlantic region—visiting nearby towns and villages or taking day trips to Washington, DC or Ocean City. Those looking to unplug and unwind closer to home can explore the Island by foot or by bike, cook fresh seafood in the well-stocked kitchen, or read a book under the maple tree in the back yard. The property is licensed for rentals by Talbot County. **Note: Until September 2013, this cottage was listed on VRBO by a previous owner. It received 19 positive reviews for an average of 5 stars.** ________________________________________ We respond to all requests as quickly as possible, almost always within a couple hours (unless the request comes at night, in which case we respond first thing in the morning). For the fastest response, particularly during the work week, please send an e-mail with your name, contact information, proposed dates of stay, and any questions you might have. Thank you for considering us!